107520-59-2Relevant academic research and scientific papers
Dimethylzinc-Mediated Chlorolactamization of Homoallylic Amines with Chloroform
Nishida, Yuika,Ueda, Masafumi,Hayashi, Masataka,Takeda, Norihiko,Miyata, Okiko
, p. 22 - 25 (2016)
A novel chlorolactamization reaction of homoallylic amines has been developed. The treatment of homoallylic amines with dimethylzinc in chloroform led to the formation of the corresponding β-chlorolactams via the Prins-type cyclization of a carbamoyl chlo
Concise and short synthesis of functionalized 5,6-dihydropyridin-2-ones by means of palladium(0)-catalyzed cross-coupling of ketene aminal phosphates
Fuwa, Haruhiko,Kaneko, Akane,Sugimoto, Yasuaki,Tomita, Taisuke,Iwatsubo, Takeshi,Sasaki, Makoto
, p. 101 - 106 (2007/10/03)
A concise and short synthetic entry to 5,6-dihydropyridin-2-one derivatives has been developed by means of palladium(0)-catalyzed cross-coupling of cyclic ketene aminal phosphates.
Synthesis of conjugated δ-lactams using ring-closing metathesis
Rodríguez,Castillo,Carda,Marco
, p. 1185 - 1192 (2007/10/03)
Addition of allyl magnesium or metallyl magnesium bromide to the N-benzyl imines of benzaldehyde and cyclohexanone, followed by acylation with acryloyl or metacryloyl chloride provided the corresponding α,β-unsaturated amides. Ring-closing metathesis of the latter with ruthenium catalyst PhCH=RuCl2(PPh3)2 in the presence of Ti(OiPr)4 provided excellent yields of the corresponding conjugated δ-lactams with both disubstituted and trisubstituted C=C bonds. Some specific trisubstitution patterns, however, as well as tetrasubstituted C=C bonds, were not obtained. In these cases, even the use of a second generation, imidazolylidene-substituted ruthenium catalyst at high temperature did not lead to success.
Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media
Marson,Grabowska,Fallah,Walsgrove,Eggleston,Baures
, p. 291 - 296 (2007/10/02)
δ-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding γ-lactam versus δ-lactam formation.
Stereocontrolled Syntheses of Substituted Unsaturated δ-Lactams from 3-Alkenamides
Marson, Charles M.,Grabowska, Urszula,Walsgrove, Timothy
, p. 5045 - 5047 (2007/10/02)
δ-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester.
REACTIONS OF KETENE SILYL ACETALS WITH IMINE-COMPLEXES OF TITANIUM TETRACHLORIDE. NEW AND CONVENIENT ROUTES TO 5,6-DIHYDRO-2-PYRIDONES AND 5-AMINO-2-ALKENOATES
Brandstadter, Stephan M.,Ojima, Iwao,Hirai, Kenji
, p. 613 - 616 (2007/10/02)
The reactions of vinylketene silyl acetals (VKSAs) with imine complexes of TiCl4 give the corresponding 5,6-dihydro-2-pyridones and/or 5-amino-2-alkenoates in good to excellent yields.It is suggested that an addition-cyclization mechanism is operative for the formation of 5,6-dihydro-2-pyridones in this formal cyclocondensation reaction.
